The synthesis of biologically active 1H-1,4 diazepines 6a–e in good yield, from the heterocyclization reaction of [N4 -(4-acetylamino) benzene sulfonyl) piperazinyl-N1 -propyl]-1,3-dialkyl/aryl propane-1,3-dione 5a–e and ethylenediamine (EDA) in the presence of silica sulphuric acid (SSA) is described. The novel b-diketones/b-ketoesters 5a–e were synthesized by the condensation reaction of [N4 -(4 acetylamino) benzene sulfonyl) piperazinyl-N1 -1-bromopropane with various b-diketones/b-ketoesters 4a–e. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds 6a–e have been screened for antimicrobial, antifungal and anthelmintic activity.